About LeagueLeague is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform. Getting healthcare is often the easy part - finishing it is where things fall apart: people book the appointment and skip the follow-up, fill the prescription and stop taking it, get the referral and never make the call. That gap costs health plans and health systems money, and it costs people their health. League closes that gap - identifying what each person needs to do next, clearing what's in their way, and getting it done, for the 70 million+ people whose care already runs through our platform. Health plans and health systems trust us to do this at scale. Organizations like Manulife, SCAN, Geisinger, and Medibank on the payer side, and Baptist and Shoppers Drug Mart on the provider side.Position SummaryThis is a builder role, not a maintainer role - equal parts strategy and execution. You're the most senior growth marketing hire on a team that's re-building its demand generation engine. You'll have the budget, a team, and direct access to leadership to do it.You'll be marketing into two of the most sought-after B2B buyer groups in health tech: payers with long procurement cycles and multiple clinical/financial stakeholders, and providers balancing patient experience against margin pressure. If you want to prove you can build and run demand gen at enterprise scale, in a category where the sales cycle actually tests your craft, this is that proving ground.You're inheriting a full, well-funded MarTech stack - Salesforce, Pardot, Bizible, Demandbase, and Qualified - and the website itself, but the job isn't to just run any of it as-is. We want someone who rebuilds how that stack operates to be agentic-first: designing AI agents that pull signal to plan campaigns, launch and sequence them across channels, and continuously test and optimize without manual hand-offs between tools.What You'll DoOwn and optimize our tech stack and websiteOwn pipeline generation across paid search, paid social (LinkedIn), SEO, content, lifecycle/email, and account-based marketingContinuously test messaging, creative, and campaign structure - and bring examples of non-boilerplate campaigns that actually moved pipelineOwn reporting: define KPIs and dashboards, and keep pipeline numbers trusted by SalesOwn the AI-Native Workflow strategy and AI Engine Optimization (AEO): as buyers increasingly use LLMs to research vendors, you have ideas on how to build League's presence in those resultsStrategically partner cross-functionally with Sales,



Product Marketing and Revenue OperationsSecurity-Related ResponsibilitiesCompliance with Information Security PoliciesEnsure access management is performed in compliance with the employee's role and responsibilitiesResponsibility and accountability for executing League's policies and procedures within the department/ teamNotification of HR, Legal, Compliance & Security of any incidents, breaches or policy violationsWhat You'll Bring7+ years in B2B demand generation or growth marketing, with real ownership of pipeline outcomes - not just campaign supportEnterprise background: you've marketed to large, complex organizations with long sales cycles and multiple stakeholders; payer or providerexperience is a strong plusHands-on across the full stack: paid search, paid social (LinkedIn), SEO, content, and account-based marketingFluent in the pipeline metrics that matter here - MQL/SQL/SQO conversion, pipeline contribution, cost per opportunity - not just CAC/LTV/ROASReal experience building AI agents or automations, not just prompting a chatbot - bonus if you already gravitate toward MCP-first, Salesforce-native toolsStrategic and hands-on: you're equally excited to set the plan and execute itBonus: experience with ABM platforms like Demandbase or 6senseBonus: experience in HealthTech, FinTech, InsurTech, or other large enterprise-focused productsCANADA APPLICANTS ONLY: The Canada-specific compensation range below for this full time position is exclusive of bonus, equity and benefits. This range reflects the minimum and maximum target for base salaries for the position across all Canadian locations. The salary range is intentional to account for the performance and career progressions a Leaguer will experience in the role throughout their time at League. Where in the band you may land is determined by job-related skills/experience. Your recruiter can share more about the specific salary range specific to your skills and experience during the hiring process.Compensation range for Canada applicants only$145,000-$170,000 CADAI Fluency & Ways of WorkingAt League, we are anAI-native organization. We expect all employees regardless of role or level to thoughtfully leverage AI to improve the quality, speed, and impact of their work.What this means in practiceUse AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.G., drafting, analysis, coding, research, or process automation)Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before useContinuously learn and adapt as new AI tools and capabilities emerge,



incorporating them into your ways of workingIdentify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectivelyOperate with strong data responsibility and security awareness, especially when working with sensitive or regulated informationHow this scales by levelIndividual Contributors: Use AI to improve personal productivity and quality of outputSenior ICs / Managers: Integrate AI into team workflows and improve processesLeaders: Drive AI adoption at the organizational level and shape how work is done across teamsWhat we look forDemonstrated experience using AI tools in a practical, responsible wayCuriosity and openness to experimenting with new technologiesAbility to balance efficiency with quality and sound judgmentOur employees come from different backgrounds, and we celebrate those differences. We are looking for the best candidates for our open roles, but do not expect applicants to meet every qualification in order to be considered. If you are excited about what you could accomplish at League and believe you can add value to our team, we would love to hear from you.We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. If you are an individual in need of assistance at any time during our recruitment process, please contact us at [email protected] LocationWe have a mix of office-centric roles based in our vibrant Toronto office, and remote-eligible roles based anywhere in Canada or US. Each job posting will indicate where the role will be based. Regardless of the role’s posted location, all Toronto-area Leaguers (living within 65 km of our downtown HQ) collaborate in-office Monday through Thursday. Depending on your distance to the office, you’ll enjoy 10 or 20 Flexible Remote Days each quarter for focus and deep-work time. We are committed to fostering a meaningful work environment and connections for all Leaguers regardless of location.Use of AI NoticeWe are committed to ensuring fairness and transparency throughout our hiring process. League may use Artificial Intelligence (AI) tools to assist in the screening of applicants for this position. Please check out our stance on using AI in recruitment here.Privacy PolicyReview our Privacy Policy for information on how League is protecting personal data.Here are some additional resources to learn more about LeagueLearn about our platform, leadership team and partnersHighmark Health, Google Cloud, League: new digital front door to seamless careFormer Providence President and Workday EVP of Corporate Strategy join League Board of DirectorsLeague raises $95 million USD in Series C to build world’s leading healthcare CX platformForbes x League: The Platformization Of Healthcare Is HereFast Company x League: If we want better innovations in healthtech, we need more competition#J-18808-Ljbffr

📌 Director Growth Marketing - Healthcare Solutions (Winnipeg)
🏢 CoLab
📍 Winnipeg